Hydrochloric Acid → N-(Pyrazinylcarbonyl)-L-phenylalanine

Participants

Reaction Steps

The product N-pyrazineformyl-L-phenylalanine methyl ester (1.0 g, 3.51 mmol) in Preparation example 2 was dissolved with 10 ml of acetone, 2N NaOH was added dropwise slowly until a pH value of 12˜13 was obtained, and the solution was kept reacting under the condition of ice water bath, the reaction was monitored by TLC and completed after 2 h. Hydrochloric acid was add dropwise under the condition of ice water bath until a pH value of 2˜3 was obtained, a large amount of white solid was produced, the generated precipitate was filtered, washed with water and diethyl ether followed by airing to dry and gave 0.89 g of white product with a yield of 93.6%, m.p.: 166-169° C. 1H-NMR (DMSO-d6, 300 MHz): δ 3.23 (—CH2, m, 2H), 4.74 (—CH, m, 1H), 7.16˜7.25 (-Ph, m, 5H), 8.74 (—CONH, t, 1H), 8.86˜8.89 (-Pyz, t, 2H), 9.14 (-Pyz, d, 1H), 13.06 (—COOH, s, 1H).

Provenance & Evidence